$149 Find Cheap Flights from Greenville to Caribbean Islands - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greenville to Caribbean Islands departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Greenville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$544
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay1 stop$357
Oranjestad
Oranjestad1 stop$540
Nassau
Nassau1 stop$402
Kingston
Kingston1 stop$706
Simpson Bay
Simpson Bay1 stop$565
Providenciales
Providenciales1 stop$654
Port of Spain
Port of Spain1 stop$600
George Town
George Town1 stop$636
Willemstad
Willemstad1 stop$619
Aguadilla
Aguadilla1 stop$718
St. John's
St. John's1 stop$774
Punta Cana
Punta Cana1 stop$544
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay1 stop$357
Oranjestad
Oranjestad1 stop$540
Nassau
Nassau1 stop$402
Kingston
Kingston1 stop$706
Simpson Bay
Simpson Bay1 stop$565
Providenciales
Providenciales1 stop$654
Port of Spain
Port of Spain1 stop$600
George Town
George Town1 stop$636
Willemstad
Willemstad1 stop$619
Aguadilla
Aguadilla1 stop$718
St. John's
St. John's1 stop$774

Book Cheap Greenville to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greenville to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Greenville to Caribbean Islands

Tue, Aug 18 - Wed, Aug 19
American Airlines Logo
7:00 am - 6:34 pm
GSP
-
SJU
11h 34m
1 stop
American Airlines Logo
6:00 am - 6:10 pm
SJU
-
GSP
12h 10m
1 stop
$275American Airlines
Thu, Sep 10 - Mon, Sep 14
United Airlines Logo
5:50 am - 2:44 pm
GSP
-
SJU
8h 54m
1 stop
United Airlines Logo
2:55 pm - 11:15 pm
SJU
-
GSP
8h 20m
1 stop
$280United Airlines
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
10:12 am - 11:59 pm
GSP
-
SJU
13h 47m
1 stop
American Airlines Logo
6:00 am - 6:10 pm
SJU
-
GSP
12h 10m
1 stop
$285American Airlines
Fri, Aug 28 - Sat, Sep 5
Multiple Airlines Logo
12:06 pm - 3:58 pm
GSP
-
SJU
27h 52m
1 stop
Multiple Airlines Logo
6:00 am - 7:57 am
SJU
-
GSP
25h 57m
1 stop
$287Multiple Airlines
Fri, Aug 28 - Mon, Aug 31
Multiple Airlines Logo
12:06 pm - 3:58 pm
GSP
-
SJU
27h 52m
1 stop
Multiple Airlines Logo
6:00 am - 4:44 pm
SJU
-
GSP
10h 44m
1 stop
$290Multiple Airlines
Tue, Sep 22 - Wed, Sep 30
Multiple Airlines Logo
12:29 pm - 11:38 pm
GSP
-
SJU
11h 09m
1 stop
Multiple Airlines Logo
5:12 pm - 7:17 pm
SJU
-
GSP
26h 05m
1 stop
$295Multiple Airlines
Thu, Jul 23 - Thu, Jul 30
Breeze Airways Logo
3:40 pm - 8:55 am
GSP
-
NAS
17h 15m
1 stop
Breeze Airways Logo
9:55 am - 7:39 pm
NAS
-
GSP
9h 44m
1 stop
$402Breeze Airways
Thu, Jul 23 - Mon, Jul 27
Breeze Airways Logo
3:40 pm - 8:55 am
GSP
-
NAS
17h 15m
1 stop
Breeze Airways Logo
9:55 am - 7:33 pm
NAS
-
GSP
9h 38m
1 stop
$409Breeze Airways
Tue, Jul 28 - Tue, Aug 4
Delta Logo
6:45 am - 1:17 pm
GSP
-
SDQ
6h 32m
1 stop
Delta Logo
7:35 pm - 11:07 am
SDQ
-
GSP
15h 32m
2 stops
$579Delta
Tue, Jul 28 - Tue, Aug 4
Delta Logo
5:44 am - 6:06 pm
GSP
-
SDQ
12h 22m
2 stops
Delta Logo
7:35 pm - 11:07 am
SDQ
-
GSP
15h 32m
2 stops
$613Delta
Booking Insights

KAYAK's insights & trends for Greenville to Caribbean Islands flights

Get data-powered insights and trends into flights from Greenville to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Greenville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $375, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Greenville to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greenville to Caribbean Islands is March, when tickets cost $114 (return) on average. On the other hand, the most expensive months are October and July, when the average cost of round-trip tickets is $475 and $461 respectively.

How far in advance should I book a flight from Greenville to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Greenville to Caribbean Islands, you should book around 6 weeks before departure, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$149
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Greenville to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Greenville to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Greenville to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Greenville to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Greenville to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Greenville to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Greenville to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greenville to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Greenville to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Greenville to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Greenville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Greenville to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8405 reviews
8.1Boarding
7.8Comfort
7.2Food
7.8Entertainment
8.5Crew
Airline reviews

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

10.0 ExcellentJOSEPH, Jun 2026
RIC - ATL
Read more Delta reviews

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

The Charleston, WV airport was cute. Very good staff and small enough to feel comfortable. The plane had more leg room than bigger planes. Much more comfortable.

Another uncoordinated American experience. Always surprises me at DFW for them of all places. Have to take this flight as there are no other good time options. We knew from the start that something was wrong, but the pilot wouldn't tell us. I just watched my Kayak app grow the delay by 10 minutes as it went to 3.5 hours. They were uncoordinated with maintenance (as maintenance, when finally arriving, knew within 15 minutes the plane wasn't going. No 'sorry' or 'this is what is going on' comment. The pilot seemed unfazed / didn't care about the process we were going through.

The seats. The seat in front of me was awful and when the guy sat down, it flew back and hit my head when I was putting my backpack under the seat, It didn't make for a pleasant experience,

Luggage did not make it onto my plane. Business seats were economy with empty row seat. Just horrible experience. Why would the company allow for transfers that don’t give employees enough time to transfer luggages??

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

The gate experience at LAX was abysmal (same for the arrival experience two days prior). Despite the LAX -> SAT schedule of two flights daily, our departure gate was at a smaller hub that we had to be bussed to from Terminal 4. Fortunately, I arrived at LAX extra early and had time to spare, but if I had not known, I might have missed my flight. I looked at the LAX airport map in the AA app and there was no indication of the additional boarding process. Lastly the gate area we were bussed to was crowded with limited food and beverage options. On flight, the fight attendant was hospitable and attentive, the flight was smooth, and AA's free (and working) wifi for AA members were all on the positive side.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports